check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!
  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    $67
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 4
    Condo #470776vb
    3
    Viewed 11 times in the last 48 hours
      avg/night
      • 3 BR
      • 3 BA
      • Sleeps 6
      House #857586vb
      4
      Viewed 25 times in the last 48 hours
        Wonderful! 4.9/5
        (19 reviews)
        avg/night
        • 3 BR
        • 3 BA
        • Sleeps 6
        Bungalow #435746vb
        19
        Viewed 29 times in the last 48 hours
          Wonderful! 4.9/5
          (48 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 8
          House #372903vb
          48
          Viewed 11 times in the last 48 hours
            Wonderful! 4.9/5
            (11 reviews)
            avg/night
            • 6 BR
            • 4 BA
            • 1 HF BA
            • Sleeps 14
            House #564063vb
            11
            Viewed 19 times in the last 48 hours
              avg/night
              • 3 BR
              • 3 BA
              • Sleeps 8
              House #859314vb
              3
              Viewed 26 times in the last 48 hours
                • 1 BR
                • 1 BA
                • Sleeps 2
                Condo #738085vb
                3
                Viewed 6 times in the last 48 hours
                  avg/night
                  • 3 BR
                  • 3 BA
                  • 1 HF BA
                  • Sleeps 6
                  House #821335vb
                  4
                  Viewed 12 times in the last 48 hours
                    • 2 BR
                    • 2 BA
                    • Sleeps 8
                    Condo #3960979
                      • 4 BR
                      • 3 BA
                      • Sleeps 8
                      House #4292890
                      Viewed 47 times in the last 48 hours
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        House #911059vb
                        Viewed 9 times in the last 48 hours
                          • 2 BR
                          • 2 BA
                          • Sleeps 4
                          Condo #4356123
                            Wonderful! 4.8/5
                            (9 reviews)
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            Condo #714154vb
                            9
                            Viewed 93 times in the last 48 hours
                              $70
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              Condo #781069vb
                              2 Reviews
                              Viewed 21 times in the last 48 hours
                                • 3 BR
                                • 2 BA
                                • Sleeps 8
                                House #604006vb
                                32
                                  Exceptional! 5.0/5
                                  (32 reviews)
                                  avg/night
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 8
                                  House #779603vb
                                  32
                                  Viewed 68 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (13 reviews)
                                    avg/night
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 2
                                    Villa #4087190
                                    13
                                    Viewed 15 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (49 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 4
                                      Apartment #507306vb
                                      49
                                      Viewed 28 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (17 reviews)
                                        avg/night
                                        • 4 BR
                                        • 4 BA
                                        • Sleeps 8
                                        House #4085625
                                        17
                                        Viewed 65 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (43 reviews)
                                          avg/night
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Condo #570534vb
                                          43
                                          Viewed 58 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (17 reviews)
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 4
                                            House #805296vb
                                            17
                                            Viewed 11 times in the last 48 hours
                                              Exceptional! 5.0/5
                                              (15 reviews)
                                              avg/night
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 5
                                              Bungalow #779117vb
                                              15
                                              Viewed 16 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (16 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 6
                                                Townhome #715244vb
                                                16
                                                Viewed 50 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (19 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  House #454319vb
                                                  19
                                                  Viewed 11 times in the last 48 hours
                                                    Excellent! 4.7/5
                                                    (19 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 2 BA
                                                    • 1 HF BA
                                                    • Sleeps 8
                                                    House #507780vb
                                                    19
                                                    Viewed 87 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (13 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      House #759924vb
                                                      13
                                                      Viewed 29 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (20 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        House #7117636
                                                        20
                                                        Viewed 29 times in the last 48 hours
                                                          Wonderful! 4.8/5
                                                          (14 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          House #683647vb
                                                          14
                                                          Viewed 22 times in the last 48 hours
                                                            Wonderful! 4.8/5
                                                            (10 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • 1 HF BA
                                                            • Sleeps 4
                                                            Cottage #778663vb
                                                            10
                                                            Viewed 10 times in the last 48 hours
                                                              Excellent! 4.6/5
                                                              (34 reviews)
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Villa #342421
                                                              34
                                                              Viewed 13 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (20 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                Townhome #734201vb
                                                                20
                                                                Viewed 86 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (24 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • Sleeps 7
                                                                  House #667117vb
                                                                  24
                                                                  Viewed 35 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (38 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    Villa #431377vb
                                                                    38
                                                                    Viewed 16 times in the last 48 hours
                                                                      Excellent! 4.7/5
                                                                      (24 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Condo #714372vb
                                                                      24
                                                                      Viewed 50 times in the last 48 hours
                                                                        Excellent! 4.6/5
                                                                        (9 reviews)
                                                                        $75
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Condo #616161vb
                                                                        9
                                                                        Viewed 13 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (23 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • Sleeps 6
                                                                          House #220758
                                                                          23
                                                                          Viewed 23 times in the last 48 hours
                                                                            Excellent! 4.6/5
                                                                            (34 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Condo #249241vb
                                                                            34
                                                                            Viewed 17 times in the last 48 hours
                                                                              Excellent! 4.6/5
                                                                              (34 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              Condo #7005721
                                                                              34
                                                                              Viewed 39 times in the last 48 hours
                                                                                Exceptional! 5.0/5
                                                                                (6 reviews)
                                                                                $93
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 3
                                                                                Condo #559874vb
                                                                                6
                                                                                  Excellent! 4.6/5
                                                                                  (8 reviews)
                                                                                  $57
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Studio #730314vb
                                                                                  8
                                                                                  Viewed 34 times in the last 48 hours
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 8
                                                                                    Townhome #4061374
                                                                                    4
                                                                                    Viewed 49 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (16 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 6
                                                                                      Cottage #959422
                                                                                      16
                                                                                      Viewed 41 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (16 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 6
                                                                                        Condo #789703vb
                                                                                        16
                                                                                        Viewed 36 times in the last 48 hours
                                                                                          Excellent! 4.4/5
                                                                                          (5 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 4
                                                                                          Condo #3894957
                                                                                          5
                                                                                          Viewed 16 times in the last 48 hours
                                                                                            Wonderful! 4.8/5
                                                                                            (13 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 4
                                                                                            Cottage #4079891
                                                                                            13
                                                                                            Viewed 60 times in the last 48 hours
                                                                                              Very Good! 4.0/5
                                                                                              (29 reviews)
                                                                                              $72
                                                                                              avg/night
                                                                                              • Studio
                                                                                              • 1 BA
                                                                                              • Sleeps 2
                                                                                              Hotel #501393vb
                                                                                              29
                                                                                              Viewed 33 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (50 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 2
                                                                                                Cottage #428740vb
                                                                                                50
                                                                                                Viewed 29 times in the last 48 hours
                                                                                                  $29
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 2
                                                                                                  Condo #7013416
                                                                                                  Viewed 50 times in the last 48 hours
                                                                                                    Wonderful! 4.8/5
                                                                                                    (10 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    Condo #4167283
                                                                                                    10
                                                                                                    Viewed 48 times in the last 48 hours
                                                                                                      Wonderful! 4.8/5
                                                                                                      (43 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 8
                                                                                                      House #339739
                                                                                                      43
                                                                                                      Viewed 59 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      St. Armands Key: Condos, Houses & More (300+)

                                                                                                       

                                                                                                      Recent St. Armands Key Reviews

                                                                                                      Great island escape!

                                                                                                      5 of 5
                                                                                                      This is a great rental with a boat dock. We stayed here for a weekend and very much enjoyed it. The pictures depict the house perfectly. The kitchen is well equipped and the boat dock is a plus. We rented a boat and were able to dock it overnight. Jenny, the rental owner, was very responsive with any question and extremely nice. I would highly recommend this rental.
                                                                                                      • Submitted: Nov 30, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Thanksgiving in Sarasota

                                                                                                      5 of 5
                                                                                                      We were in town for the GAME DAY USA baseball tournament, which was held at Ed Smith Stadium and close proximity to this this property. The location was perfect for our family, including our 14 year old twin boys, and two sets of grandparents. Great time was had by all!! Steven was great and very accommodating during our stay.
                                                                                                      • Submitted: Nov 29, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Feels like our own little vacation home

                                                                                                      5 of 5
                                                                                                      Our rental is perfect! Always so clean and has everything we need! We have been visiting for the past few years and always hate to leave. We love the bayside for the fishing and scenery. The beach is a beautiful little walk away. Very private and located just a couple of miles from Siesta village and minutes away from downtown. Just love it!
                                                                                                      • Submitted: Nov 20, 2016
                                                                                                      • Stayed: Nov 2016